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The α-effect in iminium ion catalysis

Cavill, Julie L. and Elliott, Richard L. and Evans, Gareth and Jones, Ian L. and Platts, James A. and Ruda, Antonio M. and Tomkinson, Nicholas C. O. (2005) The α-effect in iminium ion catalysis. Tetrahedron, 62 (2-3). pp. 410-421. ISSN 0040-4020

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Abstract

The α-effect can be used as an effective means to promote iminium ion catalyzed transformations, providing acyclic scaffolds to aid in catalyst design. A thorough investigation of the structure-activity relationship of the catalyst architecture reveals optimal substituents of a disubstituted carbamate and a secondary alkyl group around a hydrazine scaffold. Mol. modeling investigations provide a mechanistic rationale to the results obsd.